Solid ester products of sterically hindered polyhydroxymonocarboxylic acids

Abstract

An ester of a sterically hindered polyhydroxymonocarboxylic acid and a polyhydroxy-containing component, which ester is a solid at ambient temperature conditions, comprising the condensation product of said acid selected from the group consisting of dimethylolpropionic acid, trimethylolacetic acid, and mixtures thereof, and said polyhydroxy-containing component selected from the group consisting of pentaerythritol, trimethylolethane, and mixtures thereof, said product having a mol ratio of acid to polyhydroxy-containing component of at least about 1.75, a ring and ball softening point of at least about 50 DEG C, and an acid number of less than about 40. An ester of a sterically hindered polyhydroxymonocarboxylic acid and a polyhydroxy-containing component, which ester is a solid at ambient temperature conditions, comprising the condensation product of said acid selected from the group consisting of dimethylolpropionic acid, trimethylolacetic acid, and mixtures thereof, and pentaerythritol, said product having a mol ratio of acid to pentaerythritol of at least about 0.75, a ring and ball softening point of at least about 50 DEG C, and an acid number less than about 40. An ester of trimethylolacetic acid and trimethylolpropane, which ester is a solid at ambient temperature conditions, comprising the condensation product of said acid and said trimethylolpentane, said product having a mol ratio of acid to trimethylolpentane of at least about 1.75, a ring and ball softening point of at least about 50 DEG C, and an acid number of less than about 40.

I claim: 
     
       1. An ester of a sterically hindered polyhydroxymonocarboxylic acid and a polyhydroxy-containing component, with ester is a solid at ambient temperature conditions, comprising the condensation product of said acid selected from the group consisting of dimethylolpropionic acid, trimethylolacetic acid, and mixtures thereof, and said polyhydroxy-containing component selected from the group consisting of pentaerythritol, trimethylolethane, and mixtures thereof, said product having a mol ratio of acid to polyhydroxy-containing component of at least about 1.75, a ring and ball softening point of at least about 50° C., and an acid number of less than about 40. 
     
     
       2. The ester of claim 1 wherein the mol ratio is between about 1.75 and 20. 
     
     
       3. The ester of claim 2 wherein the mol ratio is between about 1.75 and 2.5. 
     
     
       4. The ester of claim 3 wherein the ring and ball softening point is between about 100° and 200° C. 
     
     
       5. An ester of a sterically hindered polyhydroxymonocarboxylic acid and a polyhydroxy-containing component, which ester is a solid at ambient temperature conditions, comprising the condensation product of said acid selected from the group consisting of dimethylolpropionic acid, trimethylolacetic acid, and mixtures thereof, and pentaerythritol, said product having a mol ratio of acid to pentaerythritol of at least about 0.75, a ring and ball softening point of at least about 50° C., and an acid number less than about 40. 
     
     
       6. The ester of claim 5 wherein the mol ratio is between about 0.75 and 20. 
     
     
       7. The ester of claim 6 wherein the mol ratio is between about 0.75 and 2.5. 
     
     
       8. The ester of claim 6 wherein the ring and ball softening point is between about 100° and 200° C. 
     
     
       9. A rosin, alkyd, or polyester resin containing the ester of claim 1. 
     
     
       10. A rosin, alkyd, or polyester resin containing the ester of claim 3. 
     
     
       11. A rosin, alkyd, or polyester resin containing the ester of claim 5. 
     
     
       12. A rosin, alkyd, or polyester resin containing the ester of claim 6. 
     
     
       13. An ester of trimethylolacetic acid and trimethylolpropane, which ester is a solid at ambient temperature conditions, comprising the condensation product of said acid and said trimethylolpropane, said product having a mol ratio of acid to trimethylolpropane of at least about 1.75, a ring and ball softening point of at least about 50° C., and an acid number of less than about 40. 
     
     
       14. The ester of claim 13 wherein the mol ratio is between about 1.75 and 20. 
     
     
       15. The ester of claim 14 wherein the mol ratio is between about 1.75 and 2.5. 
     
     
       16. The ester of claim 15 wherein the ring and ball softening point is between about 100° and 200° C. 
     
     
       17. A rosin, alkyd, or polyester resin containing the ester of claim 13. 
     
     
       18. A rosin, alkyd, or polyester resin containing the ester of claim 15. 
     
     
       19. The ester of claim 1 wherein the acid number is less than about 20. 
     
     
       20. The ester of claim 3 wherein the acid number is less than about 20. 
     
     
       21. The ester of claim 5 wherein the acid number is less than about 20. 
     
     
       22. The ester of claim 7 wherein the acid number is less than about 20. 
     
     
       23. The ester of claim 13 wherein the acid number is less than about 20. 
     
     
       24. The ester of claim 15 wherein the acid number is less than about 20. 
     
     
       25. A method of preparing an ester of a sterically hindered polyhydroxymonocarboxylic acid and a polyhydroxy-containing component, which ester is a solid at ambient temperature conditions, comprising the condensation product of said acid selected from the group consisting of dimethylolpropionic acid, trimethylolacetic acid, and mixtures thereof, and said polyhydroxy-containing component selected from the group consisting of pentaerythritol, trimethylolethane, and mixtures thereof, said product having a mol ratio of acid to polyhydroxy-containing component of at least about 1.75, a ring and ball softening point of at least about 50° C., and an acid number of less than about 40, said method comprising; reacting the polyhydroxymonocarboxylic acid and the polyhydroxy-containing component at a temperature of between about 80° C. and the decomposition temperature of the acid, in the presence of a catalytically effective quantity of an active sterically hindered carboxylic acid esterification catalyst to produce an ester.   
     
     
       26. A method of preparing an ester of a sterically hindered polyhydroxymonocarboxylic acid and a polyhydroxy-containing component, which ester is a solid at ambient temperature conditions, comprising the condensation product of said acid selected from the group consisting of dimethylolpropionic acid, trimethylolacetic acid, and mixtures thereof, and pentaerythritol, said product having a mol ratio of acid to pentaerythritol of at least about 0.75, a ring and ball softening point of at least about 50° C., and an acid number less than about 40, said method comprising: reacting the polyhydroxymonocarboxylic acid and the pentaerythritol at a temperature of between about 80° C. and decomposition temperature of the acid, in the presence of a catalytically effective quantity of an active sterically hindered carboxylic acid esterification catalyst to produce an ester.   
     
     
       27. A method of preparing ester of trimethylolacetic acid and trimethylolpropane, which ester is a solid at ambient temperature conditions, comprising the condensation product of said acid and said trimethylolpropane, said product having a mol ratio of acid to trimethylolpropane of at least about 1.75, a ring and ball softening point of at least about 50° C., and an acid number of less than about 40, said method comprising: reacting the trimethylolacetic acid and the trimethylolpropane at a temperature of between about 80° C. and the decomposition temperature of the acid, in the presence of a catalytically effective quantity of an active sterically hindered carboxylic acid esterification catalyst to produce an ester.